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| Date | Location | Result | |
| 02/29/20 | Gregory Arena (Naperville, Ill.) | Elmhurst 78, Illinois Wesleyan 72 | Box score |
| 02/28/20 | Gregory Arena (Naperville, Ill.) | Illinois Wesleyan 74, Augustana 70 | Box score |
| 02/25/20 | Shirk Center (Bloomington, Ill.) | Illinois Wesleyan 74, Carthage 67 | Box score |
| 02/22/20 | Tarble Arena (Kenosha, Wis.) | Illinois Wesleyan 91, Carthage 81 | Box score |
| 02/19/20 | NPU Gymnasium (Chicago,Ill.) | Illinois Wesleyan 94, North Park 92 (OT) | Box score |
| 2/15/20 | King Arena (Wheaton, Ill.) | Wheaton (IL) 80, Illinois Wesleyan 79 | Box score |
| 02/12/20 | Shirk Center (Bloomington, Ill.) | Ill. Wesleyan 85, Elmhurst 73 | Box score |
| 02/08/20 | Shirk Center (Bloomington, Ill.) | Augustana (IL) 78, Illinois Wesleyan 64 | Box score |
| 02/05/20 | Griswold Center (Decatur, Ill.) | Illinois Wesleyan 76, Millikin 74 | Box score |
| 02/01/20 | Shirk Center (Bloomington, Ill.) | Illinois Wesleyan 88, Carroll (WI) 44 | Box score |
| 01/29/20 | Shirk Center (Bloomington, Ill.) | Illinois Wesleyan 77, North Central (IL) 71 | Box score |
| 01/22/20 | R.A. Fanagel Hall (Elmhurst, Ill.) | Elmhurst 89, Illinois Wesleyan 72 | Box score |
| 01/18/20 | Van Male Fieldhouse (Waukesha, Wis.) | Illinois Wesleyan 71, Carroll (WI) 67 | Box score |
| 01/15/20 | Shirk Center (Bloomington, Ill.) | Illinois Wesleyan 70, North Park 56 | Box score |
| 01/08/20 | Greogry Arena (Naperville, Ill.) | North Central 82, Illinois Wesleyan 69 | Box score |
| 01/04/20 | Shirk Center (Bloomington, Ill.) | Illinois Wesleyan 80, Millikin 71 | Box score |
| 12/30/19 | Concordia Fieldhouse (Austin, Texas) | Illinois Wesleyan 82, Sul Ross St. 81 | Box score |
| 12/29/19 | Concordia Fieldhouse (Austin, Texas) | Concordia (TX) 88, Illinois Wesleyan 69 | Box score |
| 12/19/19 | Shirk Center (Bloomington, Ill.) | WashU 97, Illinois Wesleyan 88 | Box score |
| 12/15/19 | Carver Center (Rock Island, Ill.) | Illinois Wesleyan 74, Augustana (IL) 67 (OT) | Box score |
| 12/07/19 | Illinois Wesleyan 95, Carthage 91 | Box score | |
| 12/04/19 | Wheaton (IL) 76, Illinois Wesleyan 60 | Box score | |
| 11/27/19 | Anderson, Ind. (O.C. Lewis Gymnasium) | Illinois Wesleyan 74, Anderson (Ind.) 65 | Box score |
| 11/23/19 | Lake Forest, Ill. | Illinois Wesleyan 94, Lake Forest 90 | Box score |
| 11/19/19 | Chicago, Ill. | Illinois Wesleyan 78, Univ. of Chicago 74 | Box score |
| 11/16/19 | Illinois Wesleyan 95, Alma 76 | Box score | |
| 11/15/19 | Calvin 89, Illinois Wesleyan 83 | Box score | |
| 11/12/19 | Bloomington, Ill. (Shirk Center) | Illinois Wesleyan 89, Blackburn 65 | Box score |